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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174573Generated: October 30, 2026

Phthalimide → HCID 17755957, compound

https://huagongshe.com/reaction/2174573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Iodobenzyl bromideHCID 954258—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 17755957HCID 1775595750%

Reaction Conditions

Temperature27.5 °C

Reaction Steps

To a stirred solution of phthalimide (0.6 g, 4.0 mmol) in DMF (5 ml) was added K2CO3 (2.25 g, 16.00 mmol), followed by 4-iodobenzyl bromide (1.33 g, 4.4 mmol) at 0° C. and the reaction mixture was stirred at 20-35° C. for 16 h. The progress of the reaction was monitored by TLC. After 16 h of stirring, the mixture was diluted with water (50 ml) and extracted with ethyl acetate (2×50 ml). The combined organic layers were washed with brine (50 ml), followed by drying over anhydrous Na2SO4 and filtering. The filtrate was rotary evaporated to get residue which was washed with diethyl ether to get the desired compound as a white solid (700 mg, 50%). 1H NMR (400 MHz, DMSO-d6) δ 7.91-7.84 (m, 4H), 7.70-7.66 (m, 2H), 7.12 (d, J=8.3 Hz, 2H), 4.72 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062002B2
Source datasetuspto-grants-2015_06
ORD IDord-5af6461493f249d5bf04595f0752d8c5
Source noteuspto-grants-2015_06